The Role of Conjugation in the Halogen−Lithium Exchange Selectivity: Lithiation of 4,6,7,9‐Tetrabromo‐1,3‐dimethyl‐2,3‐dihydro‐1H‐perimidine

URN to cite this document:: urn:nbn:de:bvb:355-epub-545215
DOI to cite this document:: 10.5283/epub.54521

Yakubenko, Artyom A.

; Tupikina, Elena Yu.

; Antonov, Alexander S.

License: Creative Commons Attribution Non-commercial No Derivatives 4.0
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Date of publication of this fulltext: 26 Jul 2023 04:55

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Abstract

The first case of successful suppression of the coordination of a lithium atom with a dialkylamino group by the effective conjugation of the latter with the aromatic core has been discovered. This effect controls regioselectivity of the bromine-lithium exchange in 4,6,7,9-tetrabromo-1,3-dimethyl-2,3-dihydro-1H-perimidine, which leads to products with the most effective conjugation. As a result, ...